Molecular structure and fungicidal activity against ceratocystis ulmi of the 1:1 adducts of triphenyltin chloride and 2,3-disubstituted thiazolidin-4-ones

George Eng, Deborah Whalen, Ying Z. Zhang, John Tierney, Xuliang Jiang, Leopold May

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Several 1:1 addition compounds between triphenyltin chloride and 2,3-disubstituted thiazolidin-4-one ligands have been synthesized. Their molecular structure has been deduced using far IR and Mössbauer spectroscopies. In addition, molecular modeling of several of the complexes was used to explain the variation of the quadrupole splitting values in the Mössbauer spectra. The structures of the complexes were determined to be trigonal-bipyramidal with the three phenyl groups in the equatorial plane. However, the phenyl groups are not co-planar, on the basis of the observation of both the Sn-C (phenyl) symmetric and asymmetric stretching vibrations. The adducts were screened against the fungus Ceratocystis ulmi, the agent responsible for Dutch elm disease, and found to be effective in the inhibition of this fungus. The toxicity of the adducts varied with the hydrophobicity of the molecule. A direct correlation between substitution on the phenyl group on the thiazolidine ring and the toxicity of the compound was not observed.

Original languageEnglish (US)
Pages (from-to)495-499
Number of pages5
JournalApplied Organometallic Chemistry
Volume10
Issue number7
DOIs
StatePublished - Jan 1 1996

Fingerprint

Fungi
Molecular structure
Toxicity
Thiazolidines
Molecular modeling
Hydrophobicity
Stretching
Substitution reactions
Spectroscopy
Ligands
Molecules
triphenyltin chloride

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Inorganic Chemistry

Cite this

Eng, George ; Whalen, Deborah ; Zhang, Ying Z. ; Tierney, John ; Jiang, Xuliang ; May, Leopold. / Molecular structure and fungicidal activity against ceratocystis ulmi of the 1:1 adducts of triphenyltin chloride and 2,3-disubstituted thiazolidin-4-ones. In: Applied Organometallic Chemistry. 1996 ; Vol. 10, No. 7. pp. 495-499.
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abstract = "Several 1:1 addition compounds between triphenyltin chloride and 2,3-disubstituted thiazolidin-4-one ligands have been synthesized. Their molecular structure has been deduced using far IR and M{\"o}ssbauer spectroscopies. In addition, molecular modeling of several of the complexes was used to explain the variation of the quadrupole splitting values in the M{\"o}ssbauer spectra. The structures of the complexes were determined to be trigonal-bipyramidal with the three phenyl groups in the equatorial plane. However, the phenyl groups are not co-planar, on the basis of the observation of both the Sn-C (phenyl) symmetric and asymmetric stretching vibrations. The adducts were screened against the fungus Ceratocystis ulmi, the agent responsible for Dutch elm disease, and found to be effective in the inhibition of this fungus. The toxicity of the adducts varied with the hydrophobicity of the molecule. A direct correlation between substitution on the phenyl group on the thiazolidine ring and the toxicity of the compound was not observed.",
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Molecular structure and fungicidal activity against ceratocystis ulmi of the 1:1 adducts of triphenyltin chloride and 2,3-disubstituted thiazolidin-4-ones. / Eng, George; Whalen, Deborah; Zhang, Ying Z.; Tierney, John; Jiang, Xuliang; May, Leopold.

In: Applied Organometallic Chemistry, Vol. 10, No. 7, 01.01.1996, p. 495-499.

Research output: Contribution to journalArticle

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